新产品编号:312163
Chemical Name: 5-Chloro-4-isopropoxy-2-methoxy-N-(2-methyl-1,2,3,4-tetrahydro-5-isoquinolinyl)benzamide
CAS No. 201150-38-1 (monoHCl)
项目整合开发状态: Preclinical
项目研究机构: GlaxoSmithKline (Originator)
合成路线:Quaternization of 5-aminoisoquinoline (I) in acetone afforded isoquinolinium salt (II),which was reduced with NaBH4 to the tetrahydroisoquinoline (III).Alternatively,5-nitroisoquinoline (IV) was quaternized to give (V) and subsequently reduced with NaBH4 to afford 2-methyl-5-nitro-1,2,3,4-tetrahydroisoquinoline (VI),which was further reduced to amine (III) by catalytic hydrogenation over Pd/C.Amine (III) was finally coupled with acid chloride (VII) in the presence of Et3N to provide the title benzamide).
📌 参考资料/链接：
参考文献标题:Substd.benzamide derivs.and their use as anticon
文献作者:Harling,J.D.; Orlek,B.S.; Thompson,M.(SmithKline Beecham plc)
参考来源:EP 0906283; US 6110934; WO 9748683
📄 详细内容
合成路线:Quaternization of 5-aminoisoquinoline (I) in acetone afforded isoquinolinium salt (II),which was reduced with NaBH4 to the tetrahydroisoquinoline (III).Alternatively,5-nitroisoquinoline (IV) was quaternized to give (V) and subsequently reduced with NaBH4 to afford 2-methyl-5-nitro-1,2,3,4-tetrahydroisoquinoline (VI),which was further reduced to amine (III) by catalytic hydrogenation over Pd/C.Amine (III) was finally coupled with acid chloride (VII) in the presence of Et3N to provide the title benzamide).
参考文献标题:Identification of a series of 1,2,3,4-tetrahydrois
文献作者:Harling,J.D.; Thompson,M.
参考来源:216th ACS Natl Meet (Aug.23-27,Boston) 1998,Abst MEDI 099